House Sitting in Bradley Estates, Milwaukee

Find a loving dog sitter to watch your dog overnight in your home.

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Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
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Sitter Profile Image: Lily S.
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Sitter Profile Image: Lily S.
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1. Lily S.

Star Sitter
All-Day in Home Care For Critters
Milwaukee, WI, 53212
7.6 mi. away
House Sitting, Drop-In Visits
from
$75
per night
5.0 out of 5 stars
24 reviews
9 repeat clients
Profile image

This was our first time using a dog sitting service and we couldn’t have been more lucky to have Lily watch our dogs. She met with us multiple times to meet our pups and walk through our routine. During our trip she sent plenty of updates and pictures to keep us up to date. We couldn’t have asked for a better sitter for our pups and will definitely book Lily in the future!

Availability updated 2 days ago
Sitter Profile Image: Jeanee S.
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Sitter Profile Image: Jeanee S.
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2. Jeanee S.

Star Sitter
Pets just get me!
Menomonee Falls, WI, 53051
6.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$63
per night
5.0 out of 5 stars
16 reviews
7 repeat clients
Profile image

Jeanee was the most incredible dog sitter we have ever had. Lilly got to go on many adventures and walks. Once Lilly got to know Jeanne, she asked if Lilly could with on errands, Lilly loves car rides. I suggested if she wanted to take her home to introduce Lilly to her furbaby - she could give it a shot. Keeping in mind that Lilly is food & person possessive and can be aggressive with older dogs, but Jeanee knew exactly how to handle her. It worked out so well that Lilly stayed at her home the remaining 6 days! Her dog really enjoyed having another dog around. She took Lilly's bed, food, treats and favorite stuffie to her house, so Lilly felt right at home. It really helped Lilly, she wasn't constantly watching for us, missing us and she ate so well. We had constant communication and updates. Anytime I sent a message she responded very quickly. This was the most confident and secure we have ever felt on our vacation. It made for a very relaxing and fun vacation. Knowing we now have an incredible sitter for Lilly, we are looking to book future vacations. 100% recommend!! Your furbaby will be in incredible hands!!

Availability updated 6 days ago
Sitter Profile Image: Samantha L.
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Sitter Profile Image: Samantha L.
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3. Samantha L.

caring for animals is my calling !
Ridgeview, Milwaukee, WI, 53538
2.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$60
per night
5.0 out of 5 stars
3 reviews
1 repeat client
Profile image

Everything worked out great. Highly recommended if need a over night in-house sitter. Will definitely use again when needed. Thank You!!!

Availability updated yesterday
Sitter Profile Image: Jamila M.
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Sitter Profile Image: Jamila M.
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4. Jamila M.

Rover 101
Neighbor providing additional love
Washington Heights, milwaukee, WI, 53208
6.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$55
per night
5.0 out of 5 stars
65 reviews
22 repeat clients
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Jeremy was delight for dog and house sitting, he truly loves being with dogs and it shows. I would highly recommend him for your pet care needs!

Availability updated yesterday
Sitter Profile Image: Jackie C.
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Sitter Profile Image: Jackie C.
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5. Jackie C.

Star Sitter
Looking forward to meet your pet!
Brewer's Hill, Milwaukee, WI, 53212
8.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$70
per night
5.0 out of 5 stars
87 reviews
25 repeat clients
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Jackie is incredible! Great communication, she is punctual, sent so many pictures, and best part was my pup was so happy. I definitely recommend! Thanks again Jackie!!

Availability updated today
Sitter Profile Image: Katie M.
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Sitter Profile Image: Katie M.
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6. Katie M.

Happy Pets, Self-Insured Care!
Milwaukee, WI, 53225
5.0 mi. away
Boarding, House Sitting, Drop-In Visits
from
$30
per night
5.0 out of 5 stars
6 reviews
2 repeat clients
Profile image

From the moment Katie came for the Meet and Greet I knew she was awesome! I have 3 rescue dogs and a psycho cat, and they all took to her immediately. Just finished up our first sit with Katie and it went great. I want to tell you it was horrible so I can keep her to myself, but that would be a lie! She will love your babies like her own - my super anxious boy whined at the window when she left. She is LEGIT!!

Availability updated 2 days ago
Sitter Profile Image: Katelyn A.
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Sitter Profile Image: Katelyn A.
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7. Katelyn A.

Eat. Play. Love.
Bayside, WI, 53217
3.7 mi. away
House Sitting, Dog Walking
from
$65
per night
5.0 out of 5 stars
11 reviews
8 repeat clients
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Katelyn is fantastic! She's incredibly responsive and caring. She came to meet the dogs beforehand, so we could chat which was awesome. One of our dogs in incredibly anxious and wary of strangers, and Katelyn's calm demeanor won her over! We already booked Katelyn for the near future.

Availability updated 3 months ago
Sitter Profile Image: Sean N.
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Sitter Profile Image: Sean N.
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8. Sean N.

Husband, father and dog lover.
Kops Park, Milwaukee, WI, 53222
5.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$35
per night
5.0 out of 5 stars
12 reviews
6 repeat clients
Profile image

Sean was our first time using rover since we moved across the country and he was AMAZING. We recently got a rescue Great Dane who is not the easiest when trusting others & with Sean’s patience and expertise my dog got comfortable with me rather quickly! He sent pictures through out the night & even a video. Looking forward to use Sean’s service again.

Availability updated today
Sitter Profile Image: Sarah S.
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Sitter Profile Image: Sarah S.
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9. Sarah S.

Experienced, Affectionate Sitter!
Shorewood, WI, 53211
7.0 mi. away
House Sitting
from
$55
per night
5.0 out of 5 stars
5 reviews
Profile image

Sarah was able to quickly befriend my shy dog. She was very trustworthy, friendly and sent me updates and cute pics.

Availability updated 2 days ago
Sitter Profile Image: Marilia D.
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Sitter Profile Image: Marilia D.
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10. Marilia D.

Star Sitter
I've had 7 dogs at once. Trust me.
Estabrook Park, Milwaukee, WI, 53217
5.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$80
per night
5.0 out of 5 stars
45 reviews
13 repeat clients
Profile image

My kitties had a great time with their new friend Marilia. When Marilia came back to the house, even my shy Chico cat came to see her. So I guess the cats say it all. When they come to the door to greet the pet sitter, that is all I need to say. They love her.

Availability updated 2 days ago
Sitter Profile Image: Amber S.
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Sitter Profile Image: Amber S.
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11. Amber S.

Experienced Sitter & Animal Lover
Mequon, WI, 53092
6.5 mi. away
House Sitting, Dog Walking
from
$50
per night
5.0 out of 5 stars
12 reviews
1 repeat client
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Amber was absolutely amazing! She cared for our cats as if they were her own and followed instructions to a T. Amber sent me daily updates along with pictures so I could see how they were doing. I knew they were having the best time with her! Thank you so much, Amber!

Availability updated 8 days ago
Sitter Profile Image: Jeff G.
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Sitter Profile Image: Jeff G.
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12. Jeff G.

Care for dogs like they're children
Glendale, WI, 53209
2.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$68
per night
5.0 out of 5 stars
41 reviews
11 repeat clients
Profile image

Jeff stayed with our 6 year old springer spaniel for a week. He did a great job. He communicated via text frequently with updates, pics, and short videos. Jeff responded quickly and was easy to communicate with. My wife and I both liked him. Most importantly, when we got home it was clear that our pup just loved him.

Availability updated 9 days ago
Sitter Profile Image: Alyssa B.
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Sitter Profile Image: Alyssa B.
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13. Alyssa B.

Compassionate Pet Sitter
Whitefish Bay, WI, 53217
5.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5.0 out of 5 stars
2 reviews
2 repeat clients
Profile image

I loved Alyssa's help taking care of my dog ​​Tango. She did everything I asked her to do. She was very responsible and my dog ​​Tango loved her. During my trip, she sent me photos of Tango's walks with her in the park. 100% recommended.

Availability updated 2 days ago
Sitter Profile Image: Candace W.
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Sitter Profile Image: Candace W.
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14. Candace W.

Rover 101
Above and Beyond Pet Care
Mequon, WI, 53092
5.0 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5.0 out of 5 stars
4 reviews
2 repeat clients
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Candace is an amazing pet sitter . My two dogs love her. But most importantly when I leave I don’t have to worry one second. Truly a blessing for my family!

Availability updated 2 days ago
Sitter Profile Image: Alison S.
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Sitter Profile Image: Alison S.
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15. Alison S.

Here for you, and them
Glendale, WI, 53209
2.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5.0 out of 5 stars
5 reviews
2 repeat clients
Profile image

Alison stayed at our house to watch our almost 2 year old dog for a long weekend. We really appreciated her communication and responsiveness! She left our house in great shape, and we came home to a well taken care of pup. We will certainly reach out to her next time we need someone to watch Callie.

Availability updated 10 days ago
Sitter Profile Image: Mollie G.
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Sitter Profile Image: Mollie G.
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16. Mollie G.

Dog lover
Milwaukee, WI, 53209
2.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$28
per night
1 review

Mollie is a true dog lover and dogs LOVE her back. Her interest in and care for a dogs well being is immediately evident and our dog immediately felt that and was comfortable with her when she can be skittish with new people. She taught our dog so many incredible skills such as how to close the door! Mollie is reliable, dependable, responsible and professional. Our dog is difficult to walk with strong hearding instincts and some reactivity towards other dogs and Mollie remains calm and doesn't get rattled walking her which in turn helps our high energy Australian Shepard stay more relaxed. She is comfortable giving our dog medication for her anxiety and she's very good at suggesting resources. Mollie keeps up with dog training techniques and offers helpful suggestions to keep our dog's busy mind engaged. She's a wealth of information about dog behavior and psychology and your fur baby will be in excellent hands under her care. I highly recommend Mollie!

Availability updated 9 days ago
Sitter Profile Image: Jessica s.
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Sitter Profile Image: Jessica s.
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17. Jessica s.

Provide care and comfort!
Whispering Hills, Milwaukee, WI, 53223
1.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$32
per night
5.0 out of 5 stars
15 reviews
2 repeat clients

Jessica is an outstanding dog sitter! She has been gracious enough to watch my dog Cowboy several times. :) She is very professional and courteous. Would highly recommend Jessica for any petsitting needs!

Availability updated 23 days ago
Sitter Profile Image: Alyssa S.
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Sitter Profile Image: Alyssa S.
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18. Alyssa S.

Looking to make new furry friends!
Glendale, WI, 53217
4.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$27
per night
1 repeat client

About: I recently adopted my own dog as a puppy during the pandemic and have been a proud dog mom ever since! Besides my own dog I have experience with walking extended families dogs and caring for my friends dog while they were out of town. I'm looking to use the skills and experience I have gained to care for other pets in my neighborhood! I'm currently a new grad school student at UWM (go panthers) so my schedule has a bit of flexibility to it. I have classes in the evenings at the moment and would prefer to do morning walks during the week or anytime during the weekend! While at a clients home I am very attentive to their pet and its needs and make sure to give it the same love and care as I would my own!

Availability updated yesterday
Sitter Profile Image: Erika B.
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Sitter Profile Image: Erika B.
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19. Erika B.

Small Dog Lover
Milwaukee, WI, 53209
3.9 mi. away
House Sitting, Drop-In Visits
from
$40
per night
1 review

Erika did such a wonderful job watching my dog while I was out of town! I would absolutely recommend Erika for any pet owners out there looking for someone to take care of their pets!!

Availability updated 28 days ago
Sitter Profile Image: Ali D.
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Sitter Profile Image: Ali D.
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20. Ali D.

Will ❤️ your pup when you are away
Bradley Estates, Milwaukee, WI, 53223
0.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$55
per night
5.0 out of 5 stars
10 reviews
Profile image

We have two huskies that have needs for meds and require that they stay in their own environment because of high anxiety. This was NO PROBLEM for Aly. She came to meet them and was confident she could care for them so that my husband and I could relax camping. She sent us photos, videos and messages to ensure we were comfortable with how the dogs were doing each day! She even went beyond expectation and vacuumed the huge amount of dog hair that accumulated! Thanks Aly for a wonderful first experience with you and Rover! We are so grateful for you and we will definitely continue working with you!

Availability updated 37 days ago

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